Category: Anal Sex Stories

Andy knew me like no one else. My likes dislikes he knew everything. No wonder I was smitten with him. We were dating and going strong now for 6 months. Our sex life was explosive and we couldn’t get enough of one another. However, he hadn’t touched me anally. He hadn’t gone there and fucked my ass. So I decided to surprise him. I wanted him to claim me in every way. I was planning for a session so he can claim my anal hole and fill me up.

My boyfriend was meeting me tonight for Valentine’s Day. I knew there would be flowers for me and anal for him. He loved it. Loved the way my tight ass took him, the way I moaned in pain and pleasure. So I waited for him that night, in my sheer blue bra and wanted to get licked in the ass. Then he entered the room.

My buddy James and I were out drinking at a bar when we noticed a really hot chick walk in. She spoke to some patrons and saw us watching her. She came over and said, “Want to get laid tonight?” We looked at her and then at each other. “Both of you,” she said. “How much?” I asked and she smiled saying, “That can be decided on the way to your house.” We took her to James’ place and began with some more drinks. I had dreams of filling an ass full of cum and this seemed like a good opportunity. “I need to fuck your ass,” I told her, Selena was her name. “Hmm, everything is available for a price,” she replied.  I smiled, knowing that she would let me do it. James was already playing with her gigantic boobs. He had discarded her bra and I could see them with turgid nipples. She was lying on the couch and James was sort of pinching and plucking them.

I am a real estate agent and often visit houses or homeowners who want to make a listing for sale. That day was hot and I was sweating, so instead of my usual business attire I was wearing a tank top and a mini skirt. I had an appointment with the homeowner of a large ranch style house which had been recently renovated. I had been eyeing that house for a while as I knew I could get a good commission out of it. The story is not about making commission but how I got tied and ass fucked.

I was feeling stressed lately and experienced back pain. My husband normally remains on business trips and I had nothing much to do. So I had called for a masseur to come home and give me a good rub on my back and shoulders. When he showed up my eyes bugged out. It was a he and he was super built. Hot even. That led to a sensual erotic massage and anal sex with him. I let him in asked him to set up in the living room. I went in to get changed and came back in a towel.

They always say, the first time is shocking, the second surprising and the third, well, there is no stopping. I have been a very adventurous and rebellious girl. I like to question things and people quite often, which earns me, quite a reputation. With this typical characteristic of mine, I was asked to leave my home and never show my face again, by my own father. They said that they have tolerated my gypsy spirit, but they can’t anymore as they were answerable to God. How did everything change and how unconventional anal sex brought back pleasure in my life is what I am going to share in this story.

I was completely attracted to my swimming coach. He had a physique to die for. I felt like exploring the different parts of his chest and abs. When he used to wear his swimming trunks, I felt like eating him up. I used to have fantasied about him. Also, he was just 5 years elder to me. This story is about how we got close and had anal sex for the first time.

Jace and I had been dating for some time and had even indulged in sex. However, when it came to anal sex I was a virgin. As Jason likes to call it “this ass is mine”. Truly it probably is, as he is the only one who has been there.

Varun was my boyfriend and we were in a relationship past the three years. Although, lately we were doing a lot of long distance as he had to travel for work. Soon, it was going to be his birthday and I wanted to plan something special for him. Also, I did not want to spend it away from him. That’s when I had anal sex for the first time.

Janice, my girlfriend was arriving today and I had made some preparations. I missed her a lot while she was away on a work trip for 10 months. I was also missing the sex, quite obviously and often found myself thinking of our neighbor. I also had a craze for threesome anal and soon it was going to happen. Brad was a lean and fit gym instructor, whom I often ogled at discreetly. And today, he was standing at my door, asking to wait as the handyman repaired his leaking roof.

I had been craving anal sex for a while now and my girlfriend was away on work. But she was returning tomorrow and I decided to give her an ass-elusive surprise. She would be horny, having to wait so long and I would be ready to give it.  So, I planned it all on the roof of our apartment. I added lights and prepped for dinner and at 6 pm she arrived. I have been pounding my girlfriend’s ass but I wanted to change the place.

I was late! I was running for an internal meeting and when I burst into the conference room, I saw it was empty? Only Sean was sitting there looking amused. “The meeting is cancelled,” he said in an understanding voice. I take a breath of relief and sit on the nearest chair. I had a lot to do, so I thank him and start working there. It was a Friday so most of the staff leave at around 3 and it’s only me and him working. We didn’t disturb each other at all while working but now I feel something change and it became a fantastic night.